HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 9868756, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | 4-Amino-1,2,2,6,6-pentamethylpiperidine | HCID 693792 | — |
| Reactant | HCID 10892106 | HCID 10892106 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 9868756 | HCID 9868756 | 93% |
Reaction Steps
A mixture of) of 4-(5,6-dichloro-1H-indol-2-yl) benzoic acid (0.25 g, 0.82 mmol), WSC (0.156 g, 0.82 mmol), HOAT (0.11 g, 0.82 mmol), 4-amino-1,2,2,6,6-pentamethylpiperidine (0.209 g, 1.2 mmol), DIEA (0.212 g, 1.2 mmol) in DMF (3 ml) was stirred at room temperature for 16 h. The mixture was then poured on water, made basic by NaOH N and extracted with ethyl acetate. The organic solution was washed with water, dried over MgSO4, concentrated in vacuo, and the residue was purified by column chromatography (SiO2, CH2Cl2/CH3OH/NH4OH; 9/1/0.1), affording 0.35 g (0.76 mmol, yield 93%) of the title compound as white crystals, mp=325° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06506758B2 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-a13bd16ec74842809f9c08a1771bf8e5 |
| Source note | uspto-grants-2003_01 |